The structures of atpenins A4, A5 and B, new antifungal antibiotics produced by Penicillium sp.
The structures of atpenins A4, A5 and B, new antifungal antibiotics produced by Penicillium sp., have been deduced to be I, II and III, respectively, on the basis of spectroscopic and 1H and 13C NMR spectral data. The molecular structure of atpenin A4 with absolute configurations was finally confirmed to be 2'S,4'S,5'S-5,6-dimethoxy-4-hydroxy-5'-chloro-2',4'- dimethyl-1'-oxoheptyl-2-hydroxypyridine (I') by the single crystal X-ray crystallographic analysis. The absolute configurations of atpenins A5 and B were also expected to be 2'S,4'S,5'R-II (II') and 2'S,4'R-III (III'), respectively.
Kumagai
H
H
Research Center for Biological Function, Kitasato Institute, Kitasato University, Tokyo, Japan.
Nishida
H
H
Imamura
N
N
Tomoda
H
H
Omura
S
S
Bordner
J
J
D000935:Antifungal Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D010407:Penicillium / Q000378:metabolism; D011728:Pyridones; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D014961:X-Ray Diffraction
D000935:Antifungal Agents; D011728:Pyridones; C058278:atpenin A5; C058277:atpenin A4; C058279:atpenin B